Windward Vacation Packages
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Top Holiday Package Deals in Windward
Price found within the past 48 hours. Click for updated prices.
Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
Save 100% on your flight
per person
Oct 9 - Oct 13
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.6/10 Excellent! (1,119 reviews)
Overall, our stay was great. The resort was clean, quaint, and had a very relaxing atmosphere. The staff was friendly, and everything felt well-maintained and peaceful — perfect for a quiet getaway.
That said, the pricing structure was a bit frustrating. While the base rate was already on the expensive side, we were surprised to find that many things you’d typically expect to be included — like beach access, pool use, and other basic amenities — came with additional charges. It felt like we were constantly paying extra for features that should be standard at this price point.
Despite the added costs, we enjoyed our time there. Just be prepared to budget more than expected if you want to take full advantage of everything the property offers.
Reviewed on Jul. 20, 2025
iCoconutGrove Vacation Rentals
Coconut Grove
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
9.2/10 Wonderful! (1,000 reviews)
The property was in a very populated area with lots of shops, restaurants and nightlife (if that’s your thing). The studio was very clean and there were no issues at all. Unlike hotel rooms, I could not hear what was happening right next door, so it was quiet as well.
I would stay here again.
Reviewed on Jul. 12, 2025
1 Hotel South Beach
South Beach
Save 100% on your flight
per person
Sep 26 - Sep 30
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
9.4/10 Exceptional! (1,212 reviews)
Good stay, hotel was accommodating whenever I needed something. Great location in south beach. Will be back
Reviewed on Jul. 20, 2025
Where to stay in Windward
Find the best Windward areas and neighborhoods for the activities you enjoy most. Learn more about Windward
South Beach
2 out of top 10 points of interest in this area
4.5/5(1,171 area reviews)
Major entertainment destination with numerous nightclubs, restaurants, and boutiques. Stroll along Lincoln Road and Ocean Drive, admire Art Deco buildings, and enjoy easy access to public transportation.
Windward Hotel Deals
Fontainebleau Miami Beach
4441 Collins Avenue, Miami Beach, FL
The price is CA $406 per night from Jul 22 to Jul 23
CA $406
CA $546 total
Jul 22 - Jul 23
includes taxes & fees
8/10 Very Good! (6,588 reviews)
"Litty"
Reviewed on Jul. 20, 2025
B Ocean Resort Fort Lauderdale Beach
1140 Seabreeze Blvd, Fort Lauderdale, FL
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Jul 22 to Jul 23
CA $172
CA $261 total
Jul 22 - Jul 23
includes taxes & fees
7.6/10 Good! (2,961 reviews)
"Ivan,Diana,Fred can’t say enough nice things about each person that I interacted with.This was a fantastic experience. Customer service is huge at this resort. Yes resort !!! Full scale bars restaurants,pools private beach, beach bar ."
Reviewed on Jul. 18, 2025
Kimpton EPIC Hotel by IHG
270 Biscayne Blvd Way, Miami, FL
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Jul 31 to Aug 1
CA $215
CA $305 total
Jul 31 - Aug 1
includes taxes & fees
8.8/10 Excellent! (1,903 reviews)
"I’ve stayed at many Kimpton locations, and the Kimpton EPIC Hotel definitely met my expectations. I stayed in a suite. Even though it wasn’t specified as ocean view, I was still able to see the bay and watch all of the boats pass through the canal and under the drawbridges. The staff were very kind ..."
Reviewed on Jul. 17, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Windward
Port of Miami
4.5/5(1,217 reviews)
Explore the waterfront in Miami Beach with a trip to Port of Miami. Amble around this vibrant area's beautiful beaches and enjoy its top-notch restaurants.
Hard Rock Stadium
4/5(168 reviews)
Catch an event at Hard Rock Stadium during your trip to Miami Gardens. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Ocean Drive
4.5/5(1,091 reviews)
Miami’s famous strip is not only a gathering point for partiers but well worth the visit for lovers of 1920s art deco architecture.
Things to do
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
CA $38
per adult
78% of travellers recommend
Miami: 1-hour Jetcar Rental
CA $68
per traveller
84% of travellers recommend
Miami Skyline Evening Cruise of Biscayne Bay on luxury yacht
CA $36
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.